Organic Chemistry Portal

Abstracts

Search:

Aminochlorination in Water: First Brønsted Acid-Promoted Synthesis of Vicinal Chloramines

Xue-Liang Wu and Guan-Wu Wang*

*Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China, Email: gwangustc.edu.cn

X.-L. Wu, G.-W. Wang, J. Org. Chem., 2007, 72, 9398-9401.

DOI: 10.1021/jo701957t (free Supporting Information)


Abstract

A practical, regio- and diastereoselective synthesis of vicinal chloramines from electron-deficient olefins and Chloramine-T is promoted by Brønsted acids in water. This novel protocol is efficient, mild, ecofriendly, and broadly applicable for the aminochlorination of various electron-deficient olefins including α,β-unsaturated ketones, cinnamate, and cinnamide.


see article for more examples



Key Words

Aminochlorination, Green Chemistry, Chloramine-T


ID: J42-Y2007-3800